Hyde Alan M, Buchwald Stephen L
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Org Lett. 2009 Jun 18;11(12):2663-6. doi: 10.1021/ol9007102.
Methods for the construction of quaternary carbon centers are of great interest to synthetic chemists due to their presence in natural products. Development of the Pd-catalyzed arylation of butenolides with high selectivity for the gamma-position allows for a facile construction of quaternary centers. The preparation of a wide variety of gamma-aryl butenolides containing a number of functional groups is outlined. An application of this chemistry for a one-pot synthesis of a tricyclic tetrahydroisoquinolinone is demonstrated.
由于季碳中心存在于天然产物中，其构建方法备受合成化学家关注。钯催化丁烯内酯的芳基化反应对γ-位具有高选择性，这使得季碳中心的构建变得简便。本文概述了多种含有多个官能团的γ-芳基丁烯内酯的制备方法。还展示了该化学方法在一锅法合成三环四氢异喹啉酮中的应用。
